EP4234062A3 - Verfahren zur elektrosprayionisation von mit amphipathischen, stark basischen einheiten modifizierten glykanen - Google Patents

Verfahren zur elektrosprayionisation von mit amphipathischen, stark basischen einheiten modifizierten glykanen Download PDF

Info

Publication number
EP4234062A3
EP4234062A3 EP23181382.5A EP23181382A EP4234062A3 EP 4234062 A3 EP4234062 A3 EP 4234062A3 EP 23181382 A EP23181382 A EP 23181382A EP 4234062 A3 EP4234062 A3 EP 4234062A3
Authority
EP
European Patent Office
Prior art keywords
electrospray ionization
amphipathic
glycans
solutions
strongly basic
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
EP23181382.5A
Other languages
English (en)
French (fr)
Other versions
EP4234062A2 (de
Inventor
Darryl W. Brousmiche
Matthew A. Lauber
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Waters Technologies Corp
Original Assignee
Waters Technologies Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Waters Technologies Corp filed Critical Waters Technologies Corp
Publication of EP4234062A2 publication Critical patent/EP4234062A2/de
Publication of EP4234062A3 publication Critical patent/EP4234062A3/de
Pending legal-status Critical Current

Links

Classifications

    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N30/00Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
    • G01N30/02Column chromatography
    • G01N30/04Preparation or injection of sample to be analysed
    • G01N30/06Preparation
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D15/00Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
    • B01D15/08Selective adsorption, e.g. chromatography
    • B01D15/26Selective adsorption, e.g. chromatography characterised by the separation mechanism
    • B01D15/32Bonded phase chromatography
    • B01D15/325Reversed phase
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D15/00Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
    • B01D15/08Selective adsorption, e.g. chromatography
    • B01D15/10Selective adsorption, e.g. chromatography characterised by constructional or operational features
    • B01D15/12Selective adsorption, e.g. chromatography characterised by constructional or operational features relating to the preparation of the feed
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D15/00Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
    • B01D15/08Selective adsorption, e.g. chromatography
    • B01D15/26Selective adsorption, e.g. chromatography characterised by the separation mechanism
    • B01D15/32Bonded phase chromatography
    • B01D15/325Reversed phase
    • B01D15/327Reversed phase with hydrophobic interaction
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D15/00Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
    • B01D15/08Selective adsorption, e.g. chromatography
    • B01D15/26Selective adsorption, e.g. chromatography characterised by the separation mechanism
    • B01D15/38Selective adsorption, e.g. chromatography characterised by the separation mechanism involving specific interaction not covered by one or more of groups B01D15/265 - B01D15/36
    • B01D15/3847Multimodal interactions
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N30/00Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
    • G01N30/02Column chromatography
    • G01N30/04Preparation or injection of sample to be analysed
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N30/00Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
    • G01N30/02Column chromatography
    • G01N30/62Detectors specially adapted therefor
    • G01N30/72Mass spectrometers
    • G01N30/7233Mass spectrometers interfaced to liquid or supercritical fluid chromatograph
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/58Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving labelled substances
    • HELECTRICITY
    • H01ELECTRIC ELEMENTS
    • H01JELECTRIC DISCHARGE TUBES OR DISCHARGE LAMPS
    • H01J49/00Particle spectrometers or separator tubes
    • H01J49/02Details
    • H01J49/10Ion sources; Ion guns
    • H01J49/16Ion sources; Ion guns using surface ionisation, e.g. field-, thermionic- or photo-emission
    • H01J49/165Electrospray ionisation
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N30/00Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
    • G01N30/02Column chromatography
    • G01N30/04Preparation or injection of sample to be analysed
    • G01N30/06Preparation
    • G01N2030/067Preparation by reaction, e.g. derivatising the sample
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N30/00Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
    • G01N30/02Column chromatography
    • G01N30/88Integrated analysis systems specially adapted therefor, not covered by a single one of the groups G01N30/04 - G01N30/86
    • G01N2030/8809Integrated analysis systems specially adapted therefor, not covered by a single one of the groups G01N30/04 - G01N30/86 analysis specially adapted for the sample
    • G01N2030/8813Integrated analysis systems specially adapted therefor, not covered by a single one of the groups G01N30/04 - G01N30/86 analysis specially adapted for the sample biological materials
    • G01N2030/8836Integrated analysis systems specially adapted therefor, not covered by a single one of the groups G01N30/04 - G01N30/86 analysis specially adapted for the sample biological materials involving saccharides
EP23181382.5A 2016-06-21 2017-06-19 Verfahren zur elektrosprayionisation von mit amphipathischen, stark basischen einheiten modifizierten glykanen Pending EP4234062A3 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201662352755P 2016-06-21 2016-06-21
PCT/US2017/038073 WO2017222955A1 (en) 2016-06-21 2017-06-19 Methods of electrospray ionization of glycans modified with amphipathic, strongly basic moieties
EP17815988.5A EP3472621A4 (de) 2016-06-21 2017-06-19 Verfahren zur elektrosprayionisation von mit amphipathischen, stark basischen einheiten modifizierten glykanen

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
EP17815988.5A Division EP3472621A4 (de) 2016-06-21 2017-06-19 Verfahren zur elektrosprayionisation von mit amphipathischen, stark basischen einheiten modifizierten glykanen

Publications (2)

Publication Number Publication Date
EP4234062A2 EP4234062A2 (de) 2023-08-30
EP4234062A3 true EP4234062A3 (de) 2023-10-25

Family

ID=60784046

Family Applications (2)

Application Number Title Priority Date Filing Date
EP23181382.5A Pending EP4234062A3 (de) 2016-06-21 2017-06-19 Verfahren zur elektrosprayionisation von mit amphipathischen, stark basischen einheiten modifizierten glykanen
EP17815988.5A Withdrawn EP3472621A4 (de) 2016-06-21 2017-06-19 Verfahren zur elektrosprayionisation von mit amphipathischen, stark basischen einheiten modifizierten glykanen

Family Applications After (1)

Application Number Title Priority Date Filing Date
EP17815988.5A Withdrawn EP3472621A4 (de) 2016-06-21 2017-06-19 Verfahren zur elektrosprayionisation von mit amphipathischen, stark basischen einheiten modifizierten glykanen

Country Status (4)

Country Link
US (1) US11035832B2 (de)
EP (2) EP4234062A3 (de)
CN (1) CN109642906A (de)
WO (1) WO2017222955A1 (de)

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1750126A1 (de) * 2004-05-26 2007-02-07 Ajinomoto Co., Inc. Verfahren und vorrichtung zur analyse einer aminofunktionalen verbindung
WO2016069764A1 (en) * 2014-10-30 2016-05-06 Waters Technologies Corporation Methods for the rapid preparation of labeled glycosylamines and for the analysis of glycosylated biomolecules producing the same

Family Cites Families (89)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2016962A (en) 1932-09-27 1935-10-08 Du Pont Process for producing glucamines and related products
US4003912A (en) 1973-06-11 1977-01-18 Monsanto Company Dicarboximido-N-phenylsubstituted carbamates and derivatives
US4068528A (en) 1976-01-19 1978-01-17 Rheodyne Incorporated Two position rotary valve for injecting sample liquids into an analysis system
US4138398A (en) 1976-12-27 1979-02-06 The Upjohn Company Bis-cyclic ureas
JPS59161355A (ja) 1983-03-05 1984-09-12 Haruo Ogura 新規なアミノ基標識試薬化合物
JPS60186502A (ja) 1983-12-05 1985-09-24 Nippon Mejifuijitsukusu Kk 放射性医薬品とその調製用高分子化合物
JPS62195361A (ja) 1986-02-21 1987-08-28 Haruo Ogura 新規なアミノ基標識試薬化合物
US5296599A (en) 1991-09-19 1994-03-22 Millipore Corporation Activated carbamates compounds
US5531959A (en) 1994-01-31 1996-07-02 Hamilton Company Automated liquid handling and computer controlled system and method for solid phase chromatographic extractions
CA2143519A1 (en) 1994-03-11 1995-09-12 Markus Bohringer Beta-lactams
JP3359203B2 (ja) 1995-10-04 2002-12-24 タカラバイオ株式会社 ペプチドのアミノ酸配列解析方法
TW358097B (en) 1996-05-24 1999-05-11 Hoffmann La Roche Beta-lactams and their process and pharmaceutical compositions
JP4085443B2 (ja) 1997-05-07 2008-05-14 株式会社島津製作所 アミノ酸の分析試薬及びアミノ酸の分析方法
JPH1180107A (ja) 1997-09-01 1999-03-26 Japan Tobacco Inc 骨形成促進剤及びアミド化合物
AU1198899A (en) 1997-10-27 1999-05-17 Regents Of The University Of California, The Reagents and immunoassay for the detection and quantitative determination of mycothiol and precursors thereof
ATE280838T1 (de) 1997-12-05 2004-11-15 Max Planck Gesellschaft Verfahren zur identifikation von nucleinsäuren durch elektrospray massenspektrometrie
US6379971B1 (en) 1998-02-24 2002-04-30 Target Discovery, Inc. Methods for sequencing proteins
CN1078615C (zh) 1998-08-06 2002-01-30 福州大学 中空纤维酶膜反应器连续制备异麦芽低聚糖的方法
JP3985359B2 (ja) 1998-09-18 2007-10-03 住友化学株式会社 レジスト組成物
FR2788518B1 (fr) 1999-01-14 2001-03-02 Centre Nat Rech Scient Nouveaux carbamates actives stables, leur procede de preparation et leur utilisation pour la preparation d'urees
JP2000329744A (ja) 1999-05-21 2000-11-30 Kao Corp 有機物の分析方法
US6468761B2 (en) 2000-01-07 2002-10-22 Caliper Technologies, Corp. Microfluidic in-line labeling method for continuous-flow protease inhibition analysis
US6716634B1 (en) 2000-05-31 2004-04-06 Agilent Technologies, Inc. Increasing ionization efficiency in mass spectrometry
US20020177239A1 (en) 2001-03-16 2002-11-28 Thomas Gregory Brian Anti-GPE antibodies, their uses, and analytical methods for GPE
US7074570B2 (en) 2001-05-23 2006-07-11 Ge Healthcare Bio-Sciences Ab Peptide fragmentation
WO2002099077A2 (en) 2001-06-06 2002-12-12 Proteologics, Inc. Methods and compositions related to tagging of membrane surface proteins
CA2460131C (en) 2001-09-14 2006-11-21 Xzillion Gmbh & Co. Kg Mass labels
JP4102062B2 (ja) 2001-12-19 2008-06-18 野村化学株式会社 アルミニウム測定方法
WO2003069328A1 (fr) 2002-02-14 2003-08-21 Ajinomoto Co., Inc. Procede d'analyse aminofonctionnelle et reactif analytique
US20070269895A1 (en) 2002-06-03 2007-11-22 The Institute For Systems Biology Methods for quantitative proteome analysis of glycoproteins
AU2003272680A1 (en) 2002-09-23 2004-04-08 Chromagen, Inc. Novel green and orange fluorescent labels and their uses
PL214983B1 (pl) 2002-10-30 2013-10-31 Basf Ag Sposób wytwarzania fenyloizo(tio)cyjanianów, fenyloizo(tio)cyjaniany, amidy kwasu aminobenzoiloamidosulfonowego, amidy kwasu nitrobenzoiloamidosulfonowego i sposób wytwarzania amidów kwasu aminobenzoiloamidosulfonowego
GB0306756D0 (en) 2003-03-24 2003-04-30 Xzillion Gmbh & Co Kg Mass labels
US20050221337A1 (en) 2003-10-02 2005-10-06 Massachusetts Institute Of Technology Microarrays and microspheres comprising oligosaccharides, complex carbohydrates or glycoproteins
EP1766409A2 (de) 2004-06-18 2007-03-28 Molecular Probes, Inc. Fluoreszierende isotop-etiketten und verfahren zu ihrer verwendung
US7651847B2 (en) 2004-06-22 2010-01-26 The Regents Of The University Of California Methods of oligosaccharide profiling for the detection of cancer
CN1973047A (zh) 2004-06-22 2007-05-30 加利福尼亚大学董事会 用于检测癌症的寡糖分布法
JP4568551B2 (ja) 2004-07-28 2010-10-27 一晃 掛樋 糖たん白質糖鎖の分析方法及び非標識糖鎖の製造方法
US8047060B2 (en) 2005-01-31 2011-11-01 Waters Technologies Corporation Method and apparatus for sample injection in liquid chromatography
JP2008539413A (ja) 2005-04-26 2008-11-13 レイモンド, エー. ドウェック, 自動化糖鎖フィンガープリント戦略
JP2007163423A (ja) 2005-12-16 2007-06-28 Ajinomoto Co Inc 質量分析計によるアミノ酸分析方法
US20070141723A1 (en) 2005-12-16 2007-06-21 Sompuram Seshi A Immunohistochemistry staining controls
CA2645225A1 (en) 2006-03-07 2007-09-13 Verenium Corporation Aldolases, nucleic acids encoding them and methods for making and using them
US8198063B1 (en) 2006-09-12 2012-06-12 Pro Zyme, Inc Rapid deglycosylation of glycoproteins
WO2008100941A2 (en) 2007-02-12 2008-08-21 Correlogic Systems Inc. A method for calibrating an analytical instrument
JP5357059B2 (ja) 2007-02-28 2013-12-04 ウオーターズ・テクノロジーズ・コーポレイシヨン 拡散結合チタン構成要素を有する液体クロマトグラフィ装置
US7910319B2 (en) 2007-03-23 2011-03-22 Academia Sinica Glycoproteomic probes for fluorescent imaging fucosylated glycans in vivo
EP2135090A1 (de) 2007-04-16 2009-12-23 Momenta Pharmaceuticals, Inc. Proteolytische freisetzung von glycanen
US7847245B2 (en) 2007-07-18 2010-12-07 Platomics, Inc. Multiplexing matrix-analyte stereo electronic interactions for high throughput shotgun metabolomics
JP2011504596A (ja) 2007-11-26 2011-02-10 ウオーターズ・テクノロジーズ・コーポレイシヨン サンプル中の分析物を定量測定する際に使用するための内部標準および方法
WO2009100155A1 (en) 2008-02-04 2009-08-13 Prozyme, Inc. Compounds and methods for rapid labeling of n-glycans
FR2939795B1 (fr) 2008-12-17 2010-12-17 Sanofi Aventis Procede de preparation d'esters actives
EP2454505B1 (de) 2009-07-13 2023-08-30 Idex Health&Science LLC Drehscherventilanordnung mit hart-auf-hart-siegelflächen
US10159911B2 (en) 2009-08-04 2018-12-25 Waters Technologies Corporation High purity chromatographic materials comprising an ionizable modifier
EP2305692A1 (de) * 2009-09-29 2011-04-06 Academisch Ziekenhuis Leiden Acting Under The Name Leiden University Medical Center Verfahren zur Gewinnung und Markierung von O-Glykanen
EP2306199A1 (de) 2009-09-29 2011-04-06 Academisch Ziekenhuis Leiden Acting Under The Name Leiden University Medical Center Reduktive Aminierung und Analyse von Kohlenhydraten unter Verwendung von 2-Pikolinboran als Reduktionsmittel
CA2799764A1 (en) 2010-05-19 2011-11-24 Xcovery Holding Company, Llc. Mtor selective kinase inhibitors
EP2583008A4 (de) 2010-06-16 2014-07-30 Waters Technologies Corp Ventil für ein hochdruckanalysesystem
WO2012037407A1 (en) 2010-09-17 2012-03-22 Prozyme, Inc. Isolation and deglycosylation of glycoproteins
CN102603628B (zh) 2010-12-22 2016-08-17 香港理工大学 作为抗癌试剂的喹啉衍生物
CN103918055B (zh) 2011-03-31 2016-08-17 Dh科技发展私人贸易有限公司 用于校准质谱仪的组合物、方法和试剂盒
US20140200148A1 (en) 2011-08-12 2014-07-17 Life Technologies Corporation Apparatuses, Methods, Computer Program Products, And Kits for Hi-Throughput Glycan Analysis
JP6193237B2 (ja) 2011-09-28 2017-09-06 ウオーターズ・テクノロジーズ・コーポレイシヨン 強められたms信号を有するグリカンおよび他の生体分子の迅速蛍光タグ付け
US10436790B2 (en) 2011-09-28 2019-10-08 Waters Technologies Corporation Rapid fluorescence tagging of glycans and other biomolecules with enhanced MS signals
US11352325B2 (en) 2011-09-28 2022-06-07 Waters Technologies Corporation Rapid fluorescence tagging of glycans and other biomolecules with enhanced MS signals
WO2013081581A1 (en) 2011-11-29 2013-06-06 Thermo Finnigan Llc Method for automated checking and adjustment of mass spectrometer calibration
US9861686B2 (en) 2011-12-05 2018-01-09 Ben-Gurion University Of The Negev Research & Development Authority Diagnostic and therapeutic methods and their application in amyotrophic lateral sclerosis (ALS)
TWI449782B (zh) 2012-02-03 2014-08-21 China Steel Corp Production method of raw coal
WO2013151975A1 (en) 2012-04-02 2013-10-10 Northeastern University Compositions and methods for the inhibition of methyltransferases
WO2013192530A2 (en) 2012-06-21 2013-12-27 Children's Medical Center Corporation Methods and reagents for glycoproteomics
US20140030732A1 (en) 2012-07-25 2014-01-30 Agilent Technologies, Inc. Microfluidic hplc-chip for glycopeptide analysis with integrated hilic enrichment
DE102013212179A1 (de) 2012-07-31 2014-02-06 Agilent Technologies, Inc. Derivatisierung von PNGase F-freigesetzter Glykane auf einem HPLC-Chip
EP2722673B1 (de) * 2012-10-17 2017-07-12 Hexal AG Verbessertes Verfahren zum Mapping von Glycanen von Glycoproteinen
EP2741312A1 (de) 2012-12-05 2014-06-11 Tofwerk AG Verfahren zur Kalibrierung von Messungen des Masse-zu-Ladung-Verhältnisses aus einem Spektrometer, das in Fluidverbindung mit einem Analysesystem verbunden ist welches eine zeitlich wechselnde Probe bereitstellt
US9169331B2 (en) 2012-12-21 2015-10-27 Dionex Corporation Separation of glycans by mixed-mode liquid chromatography
US9310344B2 (en) * 2013-06-14 2016-04-12 Dionex Corporation HILIC/anion-exchange/cation-exchange multimodal media
US20140227793A1 (en) 2013-02-14 2014-08-14 California Institute Of Technology Compositions and methods for glycan sequencing
US20140274768A1 (en) 2013-03-14 2014-09-18 Van Andel Research Institute Glycoforms of MUC5AC and Endorepellin and Biomarkers for Mucinous Pancreatic Cysts
WO2014194320A1 (en) 2013-05-31 2014-12-04 The Uab Research Foundation Chromatography mass spectrometry method and system
JP6169552B2 (ja) 2013-10-01 2017-07-26 Jcrファーマ株式会社 2−アミノピリジンによる糖鎖の標識法
WO2015057848A1 (en) 2013-10-15 2015-04-23 Electronics For Imaging, Inc. Method and apparatus for variable gloss reduction
US10119944B2 (en) 2013-12-24 2018-11-06 Waters Technologies Corporation Materials for hydrophilic interaction chromatography and processes for preparation and use thereof for analysis of glycoproteins and glycopeptides
EP3149034B1 (de) 2014-05-30 2022-07-13 New England Biolabs, Inc. Deglycosylierungsreagenzien und verfahren dafür
EP2975401B1 (de) 2014-07-18 2019-12-25 Hexal AG Verbessertes verfahren zur kartierung von glycoproteinen in serumsproben
EP2990401A1 (de) 2014-08-13 2016-03-02 Waters Technologies Corporation Schnelle fluoreszenzmarkierung von glykanen und anderen biomolekülen mit verbesserten ms-signalen
US9823225B2 (en) 2014-08-25 2017-11-21 Waters Technologies Corporation Injector sample dilution for a liquid chromatography system
US9816971B2 (en) 2014-09-08 2017-11-14 Waters Technologies Corporation Controllable injector sample dilution for a liquid chromatography system
US20160127778A1 (en) 2014-10-30 2016-05-05 Microsoft Technology Licensing, Llc Head end detection
WO2016089515A1 (en) 2014-12-01 2016-06-09 Waters Technologies Corporation System and method for performing a chromatography injection sequence using a single injection valve

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1750126A1 (de) * 2004-05-26 2007-02-07 Ajinomoto Co., Inc. Verfahren und vorrichtung zur analyse einer aminofunktionalen verbindung
WO2016069764A1 (en) * 2014-10-30 2016-05-06 Waters Technologies Corporation Methods for the rapid preparation of labeled glycosylamines and for the analysis of glycosylated biomolecules producing the same

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
MATTHEW A. LAUBER ET AL: "Rapid Preparation of Released N -Glycans for HILIC Analysis Using a Labeling Reagent that Facilitates Sensitive Fluorescence and ESI-MS Detection", ANALYTICAL CHEMISTRY, vol. 87, no. 10, 19 May 2015 (2015-05-19), pages 5401 - 5409, XP055214900, ISSN: 0003-2700, DOI: 10.1021/acs.analchem.5b00758 *
MICHAEL KIMZEY ET AL: "Development of an Instant Glycan Labeling Dye for High Throughput Analysis by Mass Spectrometry", vol. V2-r2, 31 May 2015 (2015-05-31), pages 1 - 4, XP009525792, Retrieved from the Internet <URL:https://www.europa-bioproducts.com/productsheets/IPC_Glycan-Labeling-Dye-2015_handout_v3_r2.pdf> *
WATERS: "BEST PRACTICES IN THE ANALYSIS OF RAPIFLUOR-MS LABELED GLYCANS USING THE ACQUITY QDa DETECTOR (PERFORMANCE MODEL)", 1 March 2016 (2016-03-01), XP055659864, Retrieved from the Internet <URL:https://www.gimitec.com//file/720005655en.pdf> [retrieved on 20200121] *

Also Published As

Publication number Publication date
EP3472621A4 (de) 2020-03-04
US20190219548A1 (en) 2019-07-18
CN109642906A (zh) 2019-04-16
US11035832B2 (en) 2021-06-15
WO2017222955A1 (en) 2017-12-28
EP3472621A1 (de) 2019-04-24
EP4234062A2 (de) 2023-08-30

Similar Documents

Publication Publication Date Title
EP3897790A4 (de) Systeme, vorrichtungen und verfahren für analytsensoreinsatz
EP3645719A4 (de) Automatisierte zellverarbeitungsverfahren, module, instrumente und systeme
EP3516550A4 (de) Probenverfolgung über verfolgungsketten, systeme und verfahren
EP3543650A4 (de) Ortungsverfahren, endgerät und server
EP3797314A4 (de) Systeme und verfahren zur verbesserten zielerkennung
EP4289356A3 (de) Vorrichtungen zur probeentnahme, stabilisierung und konservierung
EP3877400A4 (de) Zusammensetzungen, verfahren und systeme zur protein-corona-analyse und deren verwendungen
EP3073511A8 (de) System und verfahren zur spurendetektion mithilfe von dualen ionisierungsquellen
EP3403250A4 (de) Systeme und verfahren zur erkennung, zählung und verfolgung von personen und anlagen
EP3938832A4 (de) Verfahren, vorrichtungen und systeme zum nachweis und zur analyse von analyten
EP3428877A4 (de) Detektionsvorrichtung, informationsverarbeitungsvorrichtung, detektionsverfahren, detektionsprogramm und detektionssystem
EP3461302A4 (de) Systeme und verfahren zur informationsverarbeitung
EP3467753A4 (de) Informationssystem, kartenvorrichtung, endgerätevorrichtung und servervorrichtung
EP3425381A4 (de) Ionensensor, ionenkonzentrationsmessverfahren und elektronisches bauteil
EP3916352A4 (de) Vorrichtung zur erkennung von überschwemmungen, system zur erkennung von überschwemmungen und verfahren zur erkennung von überschwemmungen
EP3578920A4 (de) Informationsverarbeitungsvorrichtung, servervorrichtung, informationsverarbeitungssystem, informationsverarbeitungsverfahren und programm
EP3903566A4 (de) Informationsverarbeitungsvorrichtung und informationsverarbeitungssystem
BR112017005408A2 (pt) sistemas de fusão de nível único e métodos de montagem e utilização
WO2015131097A3 (en) Systems and methods for tracking, marketing, and/or attributing interest in one or more real estate properties
EP3848839A4 (de) Informationsverarbeitungssystem, informationsverarbeitungsverfahren, endgerät und informationsverarbeitungsvorrichtung
EP3947674A4 (de) Verfahren, systeme und vorrichtung zum nukleinsäurenachweis
EP3432256A4 (de) Endgerätevorrichtung und informationsverarbeitungssystem
WO2017079461A3 (en) Systems and methods of diagnosing and characterizing infections
EP4234062A3 (de) Verfahren zur elektrosprayionisation von mit amphipathischen, stark basischen einheiten modifizierten glykanen
WO2017015538A8 (en) Modified glucagon molecules

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION HAS BEEN PUBLISHED

AC Divisional application: reference to earlier application

Ref document number: 3472621

Country of ref document: EP

Kind code of ref document: P

AK Designated contracting states

Kind code of ref document: A2

Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR

REG Reference to a national code

Ref country code: DE

Ref legal event code: R079

Free format text: PREVIOUS MAIN CLASS: B01D0015380000

Ipc: B01D0015320000

PUAL Search report despatched

Free format text: ORIGINAL CODE: 0009013

AK Designated contracting states

Kind code of ref document: A3

Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR

RIC1 Information provided on ipc code assigned before grant

Ipc: G01N 30/72 20060101ALI20230915BHEP

Ipc: B01D 15/38 20060101ALI20230915BHEP

Ipc: B01D 15/12 20060101ALI20230915BHEP

Ipc: G01N 30/34 20060101ALI20230915BHEP

Ipc: G01N 30/04 20060101ALI20230915BHEP

Ipc: G01N 30/02 20060101ALI20230915BHEP

Ipc: G01N 33/58 20060101ALI20230915BHEP

Ipc: B01D 15/32 20060101AFI20230915BHEP

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: REQUEST FOR EXAMINATION WAS MADE

17P Request for examination filed

Effective date: 20240306

RBV Designated contracting states (corrected)

Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR